EP1767536A4 - Quinolone carboxylic acid derivatives, thereof preparation and usage - Google Patents

Quinolone carboxylic acid derivatives, thereof preparation and usage

Info

Publication number
EP1767536A4
EP1767536A4 EP05741956A EP05741956A EP1767536A4 EP 1767536 A4 EP1767536 A4 EP 1767536A4 EP 05741956 A EP05741956 A EP 05741956A EP 05741956 A EP05741956 A EP 05741956A EP 1767536 A4 EP1767536 A4 EP 1767536A4
Authority
EP
European Patent Office
Prior art keywords
acid derivatives
usage
preparation
carboxylic acid
activity against
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
EP05741956A
Other languages
German (de)
French (fr)
Other versions
EP1767536A1 (en
EP1767536B1 (en
Inventor
Huiyuan Guo
Jiuyu Liu
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Institute of Medicinal Biotechnology of CAMS
Zhejiang Medicine Co Ltd Xinchang Pharmaceutical Factory
Original Assignee
ZHE JIANG MEDECINE CO Ltd XINCHANG PHARMACEUTICAL FACTORY
ZHE JIANG MEDECINE CO Ltd XINC
Institute of Medicinal Biotechnology of CAMS
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by ZHE JIANG MEDECINE CO Ltd XINCHANG PHARMACEUTICAL FACTORY, ZHE JIANG MEDECINE CO Ltd XINC, Institute of Medicinal Biotechnology of CAMS filed Critical ZHE JIANG MEDECINE CO Ltd XINCHANG PHARMACEUTICAL FACTORY
Publication of EP1767536A1 publication Critical patent/EP1767536A1/en
Publication of EP1767536A4 publication Critical patent/EP1767536A4/en
Application granted granted Critical
Publication of EP1767536B1 publication Critical patent/EP1767536B1/en
Not-in-force legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D471/00Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/02Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
    • C07D471/04Ortho-condensed systems
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04Antibacterial agents

Abstract

This invention discloses novel quinolonecarboxylic acid derivatives, pharmaceutically acceptable salts or hydrates thereof, and their preparation methods and medical uses. The compounds in this invention show potent antibacterial activity against broad-spectrum pathogenic bacteria, with favorable pharmacokinetics and very low toxicity. The quinolinecarboxylic acid derivatives, which possess a hydrogen atom or an amino group at C-5 position, cis-substituted optical or racemic 2,8-diazo-dicyclo[4,3,0]nonanyl at C-7 position, and difluoromethoxyl at C-8 position of quinolone core, have superior activity against gram-positive bacteria and broad spectrum antibacterial activity compared with the known quinolones.
EP05741956A 2004-04-21 2005-04-13 Quinolonecarboxylic acid compounds, preparation methods and pharmaceutical uses thereof Not-in-force EP1767536B1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CNB2004100339568A CN1244582C (en) 2004-04-21 2004-04-21 Compound of quinolone carboxylic acid, preparation method and medicinal usage
PCT/CN2005/000489 WO2005103048A1 (en) 2004-04-21 2005-04-13 Quinolone carboxylic acid derivatives, thereof preparation and usage

Publications (3)

Publication Number Publication Date
EP1767536A1 EP1767536A1 (en) 2007-03-28
EP1767536A4 true EP1767536A4 (en) 2009-09-09
EP1767536B1 EP1767536B1 (en) 2011-06-29

Family

ID=34481428

Family Applications (1)

Application Number Title Priority Date Filing Date
EP05741956A Not-in-force EP1767536B1 (en) 2004-04-21 2005-04-13 Quinolonecarboxylic acid compounds, preparation methods and pharmaceutical uses thereof

Country Status (4)

Country Link
EP (1) EP1767536B1 (en)
CN (1) CN1244582C (en)
AT (1) ATE514693T1 (en)
WO (1) WO2005103048A1 (en)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1321121C (en) * 2005-04-21 2007-06-13 浙江医药股份有限公司新昌制药厂 Post processing method for preparing levo-ofloxacin
CN102198133B (en) * 2010-03-24 2012-11-21 中国医学科学院医药生物技术研究所 Application of 8-difluoro methoxy fluoroquinolone and composition thereof to tuberculosis treatment
CN102964346B (en) * 2011-09-01 2015-04-22 中国中化股份有限公司 Preparation method of (S, S)-octahydro-6H-pyrrolo[3, 4-b]pyridine
CN103159759A (en) * 2013-01-17 2013-06-19 浙江普洛康裕制药有限公司 Preparation method of moxifloxacin hydrochloride
CN103159793B (en) * 2013-03-20 2016-08-03 太景生物科技股份有限公司 A kind of preparation method of nemonoxacin chelate
CN110563725B (en) * 2019-09-27 2021-06-18 哈尔滨珍宝制药有限公司 Preparation process of moxifloxacin
CN113307768B (en) * 2021-04-29 2023-12-12 中国农业科学院兰州畜牧与兽药研究所 Quinolone derivative and preparation method and application thereof

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0550903A1 (en) * 1992-01-10 1993-07-14 Bayer Ag Quinolone- and naphthyridone carboxylic acid derivatives as antibacterial agents
WO2001045679A2 (en) * 1999-12-22 2001-06-28 Schulz Hans Herrmann Use of chemotherapeutic agents for topical treatment

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ATE228130T1 (en) * 1996-02-23 2002-12-15 Bayer Ag OPTIONALLY SUBSTITUTED 8-CYAN-1-CYCLOPROPYL-7-(2,8-DIAZABICYCLO-4.3.0)-NONAN-8-YL)-6-FLUORO-1,4-DIHYDRO-4-OXO-3-HINOLINECARBONIC ACIDS AND THEIR DERIVATIVES
DE19652239A1 (en) * 1996-12-16 1998-06-18 Bayer Ag Use of 7- (2-oxa-5,8-diazabicyclo [4.3.0] non-8-yl) -quinolone and naphthyridonecarboxylic acid derivatives for the therapy of Helicobacter pylori infections and the associated gastroduodenal diseases
US6114531A (en) * 1998-07-28 2000-09-05 Pfizer Inc. Process for preparing quinolone and naphthyridone carboxylic acids
DE60128797D1 (en) * 2000-03-07 2007-07-19 Ranbaxy Lab Ltd ONOPOPYNTHESIS OF 3-CYCLOPROPYLAMINO-2- 2,4-DIBROMO-3- (DIFLUOROMETHOXY) BENZOYLO-2-PROPENIC ACID ALKYLESTER AS A USEFUL INTERMEDIATE PRODUCT FOR ANTIBACTERIAL QUINOLONE DRUGS
CN1431189A (en) * 2003-01-24 2003-07-23 中国科学院上海有机化学研究所 2,4-dihalide-3-difluoro methoxybenzoic acid alkyl ester, its synthesizing method and usage

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0550903A1 (en) * 1992-01-10 1993-07-14 Bayer Ag Quinolone- and naphthyridone carboxylic acid derivatives as antibacterial agents
WO2001045679A2 (en) * 1999-12-22 2001-06-28 Schulz Hans Herrmann Use of chemotherapeutic agents for topical treatment

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
YOSHIDA TOSHIHIKO ET AL: "Studies on Quinolone Antibacterials. IV. Structure-Activity Relationships of Antibacterial Activity and Side Effects for 5- or 8-Substituted and 5,8-Disubstituted-7-(3-amino-1-pyrrolidinyl)-1-cyclopropyl-1,4-dihydro-4-oxoquinoline-3-carboxylic Acids", CHEMICAL AND PHARMACEUTICAL BULLETIN, vol. 44, no. 5, 1996, pages 1074 - 1085, XP002538936 *

Also Published As

Publication number Publication date
EP1767536A1 (en) 2007-03-28
WO2005103048A1 (en) 2005-11-03
EP1767536B1 (en) 2011-06-29
CN1244582C (en) 2006-03-08
CN1563004A (en) 2005-01-12
ATE514693T1 (en) 2011-07-15

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